Age doesn’t define style—intention does. But some shoes can unintentionally dull your outfit, shrink your presence, or send the wrong message altogether. If a pair says “practical but tired” instead of “confident and current,” it might be time for a rethink. After 60, style should feel more like you than ever: grounded, expressive, and unapologetically refined. This guide breaks down the footwear that can age your look unnecessarily—and the pairs that feel modern, flattering, and fully in sync with who you are now.
1. Overly Sensible Comfort Shoes
When practicality overrides aesthetics, overly sensible comfort shoes often come into play. Imagine orthopedic-style shoes with Velcro straps and bulky soles, primarily designed for utility. While these might offer exceptional comfort, they can strip away the elegance from any ensemble.
Their clinical appearance tends to focus solely on function over fashion, leaving outfits feeling outdated. This utilitarian approach might be practical, but it lacks the finesse that some may desire in their shoe collection.
For those who prioritize style along with comfort, these shoes might feel like they belong in a different era, making it crucial to find a balance between utility and flair.
2. Thick-Sole Mary Janes
Thick-sole Mary Janes, especially in beige or clunky styles with round toes, are a nostalgic nod to footwear of the past. These shoes often carry a retro charm that, unfortunately, skews towards childlike rather than chic.
The lack of edge or elegance in these designs can make them appear out of place in modern fashion, especially when worn without a playful twist. While they evoke memories, they often fall short in delivering contemporary flair.
For those seeking shoes that reflect personal style without compromising on modern trends, these might not align with that vision. Balance and subtlety are key in modern fashion.
3. Outdated Slingbacks with Kitten Heels & Bows
Outdated slingbacks with kitten heels and bows in synthetic materials evoke images of 90s office wear. These shoes often seem to hold onto a past era without capturing the charm of vintage reinvention.
Their delicate bows and low heels might once have been chic, but today’s fashion landscape demands more innovation. The synthetic materials further add to the dated appearance, turning what was once elegant into something more ordinary.
When style evolution is the goal, these shoes can feel like a step back rather than forward. Seeking shoes that capture timeless elegance with a modern twist can better align with today’s fashion sense.
4. Floral or Quilted Fabric Slip-Ons
Need we say anything? Floral or quilted fabric slip-ons often carry a sense of comfort that’s reminiscent of house shoes. These styles, while cozy, can lack the intention and impact needed to elevate an outfit.
They possess a softness that borders on passive, sometimes making them seem more suited to a quiet evening indoors than an outing. The lack of defined structure can make them appear more like casual home footwear.
When stepping out, shoes that assert a sense of style and presence can make a more powerful statement. A balance of comfort and fashion-forward design is essential for those who want their footwear to reflect confidence and style.
5. Beige Orthopedic Sandals
Beige orthopedic sandals, characterized by their visible footbeds and velcro straps, often prioritize comfort above all else. While this might be appealing on long walks, the style frequently conveys a sense of being settled rather than being fashion-conscious.
The practical aspects of these sandals are undeniable, but they often fall short in delivering style that feels vibrant or youthful. These sandals can appear to signal a retreat from style exploration.
For those who still cherish self-expression through fashion, finding shoes that offer both comfort and a contemporary aesthetic might be more satisfying. Such choices can celebrate individuality rather than blend into the background.
6. Sleek Leather Sneakers
What do you go with, then? Sleek leather sneakers, with their minimalist design, are a triumph of comfort meeting style. Envision low-top sneakers in classic shades like white, navy, or metallic. Their versatility allows them to pair seamlessly with trousers, dresses, or relaxed tailoring.
These sneakers are about embracing the current while maintaining a sense of ease. The simplicity of their design speaks volumes, making them an essential in any contemporary wardrobe.
For those in their 60s, these shoes resonate with a sense of youthfulness and adaptability. They offer a grounded elegance that doesn’t demand attention but earns it naturally, making them a staple for both casual and smart-casual occasions.
7. Modern Loafers
Modern loafers, crafted with slightly pointed or almond toes, are a symbol of ageless sophistication. Picture them in supple leather or suede, exuding authority and taste without appearing uptight.
These shoes strike a perfect balance between traditional and trendy, making them an excellent choice for those who appreciate understated elegance. Their polished appearance adds a touch of class to any outfit, from casual to the slightly more formal.
For those who value a timeless aesthetic, modern loafers can feel empowering and refined. They’re a nod to classic style while effortlessly fitting into today’s fashion narrative, making them ideal for those seeking a blend of comfort and chic.
8. Stylish Block-Heel Sandals
Stylish block-heel sandals are a perfect blend of comfort and sophistication. With clean lines and soft straps, these sandals offer both elegance and ease, making them ideal for any occasion.
Their wearable heel height provides a lift both literally and stylistically, enhancing the overall look without compromising comfort. These sandals can transition effortlessly from a day at the office to an evening out.
For those seeking footwear that elevates their style, block-heel sandals capture the essence of modern fashion. They represent a commitment to style that feels natural and unforced, fitting into lifestyles where elegance is always welcome.
9. Updated Ballet Flats
Sleek and simple, updated ballet flats redefine a classic with modern twists. Featuring square toes and crafted from soft mesh, or finished with interesting details like metallic or a slingback strap, these flats are far removed from the overly sweet versions of the past.
They offer a feminine yet contemporary look that aligns with today’s fashion-forward thinking. These flats provide comfort without sacrificing an ounce of style, making them a versatile addition to any wardrobe.
For those who appreciate a modern edge, these flats offer a delightful balance of nostalgia and innovation. They are perfect for those who wish to express their style with subtle charm and sophistication.
10. Ankle Boots with a Refined Edge
Ankle boots with a refined edge offer a contemporary twist on a classic staple. Consider low-heeled Chelsea or zip styles in sharp shades like black, cognac, or off-white.
These boots are grounded and practical, yet they carry a sophisticated edge that complements a variety of outfits. Their ability to pair with both casual and formal wear makes them a must-have in any fashion-savvy wardrobe.
For those who embrace modernity with a touch of tradition, these boots provide a perfect blend. They are versatile enough to transition through seasons, making them an enduring choice for those who appreciate both style and substance.